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| | 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Basic information |
| Product Name: | 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol | | Synonyms: | 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol;4-Hydroxy-2-methoxyphenylboronic acid pinacol ester;Phenol, 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- | | CAS: | 507462-88-6 | | MF: | C13H19BO4 | | MW: | 250.1 | | EINECS: | | | Product Categories: | | | Mol File: | 507462-88-6.mol |  |
| | 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Chemical Properties |
| Boiling point | 386.4±32.0 °C(Predicted) | | density | 1.11±0.1 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 9.28±0.35(Predicted) | | Appearance | White to off-white Solid |
| | 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Usage And Synthesis |
| Uses | 3-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol is a useful reagent in the preparation of ethylidenedihydroindolones, that functions as potential checkpoint 1 kinase inhibitors for abrogating the G2 DNA damage checkpoint arrest. | | Synthesis | 4-Bromo-3-methoxyphenol (5 g, 24.75 mmol) and pinacol ester of bisboronic acid (9.43 g, 37.13 mmol) were dissolved in dioxane (50 mL), and anhydrous potassium acetate (6.1 g, 74.25 mmol) and [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride dichloromethane complex (2 g. 2.47 mmol). The reaction mixture was heated to 80 °C and stirred for 16 h under nitrogen protection. After completion of the reaction, it was cooled to room temperature, the reaction mixture was diluted with ethyl acetate (50 mL) and filtered through diatomaceous earth. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (eluent ratio of petroleum ether: ethyl acetate = 1:1) to afford the target product, 3-methoxy-4-boronic acid pinacol ester phenol (17-c), as a pale yellow solid (2.8 g, 45% yield). The product was analyzed by mass spectrometry (LC-MS, ESI): m/z = 251 [M + H]+. | | References | [1] Patent: US2018/208604, 2018, A1. Location in patent: Paragraph 0283-0284
[2] Patent: WO2014/28459, 2014, A1. Location in patent: Page/Page column 107; 108 |
| | 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Preparation Products And Raw materials |
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